#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:29:07 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/32/7243247.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7243247
loop_
_publ_author_name
'Bereczki, Laura'
'Zodge, Amit'
'Kőrösi, Márton'
'Holczbauer, Tamás'
'De, Sourav'
'Székely, Edit'
'Bombicz, Petra'
_publ_section_title
;
 A bug in enantiomer separation: double salt formation -- diastereomeric
 and double salt structures of 1-cyclohexylethylammonium 2- and
 4-chloromandelate
;
_journal_issue                   31
_journal_name_full               CrystEngComm
_journal_page_first              5367
_journal_page_last               5376
_journal_paper_doi               10.1039/D1CE00145K
_journal_volume                  23
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C8 H18 N 1+, C8 H6 Cl O3 1-'
_chemical_formula_sum            'C16 H24 Cl N O3'
_chemical_formula_weight         313.81
_chemical_melting_point          398(1)
_chemical_name_common
;
(R)-(1-cyclohexylethyl)ammonium (S)-2-chloromandelate'
;
_chemical_name_systematic
;
(R)-(1-cyclohexylethyl)ammonium (S)-2-(2-chlorophenyl)-2-hydroxyacetate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-01-29 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.337(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.0572(9)
_cell_length_b                   29.711(3)
_cell_length_c                   12.6381(13)
_cell_measurement_reflns_used    24274
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      25.300
_cell_measurement_theta_min      3.040
_cell_volume                     3395.1(6)
_computing_cell_refinement
;
RAPID-AUTO (Rigaku Corp., Tokyo, Japan, 2015)
;
_computing_data_collection
;
RAPID-AUTO (Rigaku Corp., Tokyo, Japan, 2015)
;
_computing_data_reduction
;
RAPID-AUTO (Rigaku Corp., Tokyo, Japan, 2015)
;
_computing_molecular_graphics
;
Spek, A.L. (2003). J.Appl.Cryst. 36,7-13.
;
_computing_publication_material
;
C. F. Macrae, J. Appl. Cryst., 41, 466-470, 2008
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution
;
Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790.
;
_diffrn_ambient_temperature      143(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  RAXIS-RAPID
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1721
_diffrn_reflns_av_unetI/netI     0.1600
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            45929
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.023
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
NUMABS (T.Higashi, 2001)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   1.00000
_exptl_transmission_factor_min   0.29770
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1399 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     972
_refine_ls_number_reflns         12376
_refine_ls_number_restraints     386
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1934
_refine_ls_R_factor_gt           0.0934
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1013P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1687
_refine_ls_wR_factor_ref         0.2376
_reflns_Friedel_coverage         0.958
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5895
_reflns_number_total             45929
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00145k2.cif
_cod_data_source_block           shelx_CCDC5
_cod_depositor_comments
'Adding full bibliography for 7243242--7243247.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7243247
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O12 O 0.1981(7) 0.6899(2) 0.3164(7) 0.053(2) Uani 1 1 d . . . . .
H12 H 0.190978 0.715194 0.341431 0.079 Uiso 1 1 calc R U . . .
O10 O -0.0294(7) 0.7381(2) 0.3784(7) 0.062(2) Uani 1 1 d . . . . .
O11 O -0.1941(7) 0.6969(2) 0.2812(6) 0.0478(18) Uani 1 1 d . . . . .
C17 C -0.0641(12) 0.7047(3) 0.3206(9) 0.045(3) Uani 1 1 d . . . . .
C18 C 0.0551(10) 0.6704(3) 0.3017(9) 0.044(3) Uani 1 1 d . . . . .
H18 H 0.041555 0.659272 0.228772 0.053 Uiso 1 1 calc R U . A 7
Cl1 Cl 0.1844(3) 0.93903(9) 0.4866(2) 0.0607(8) Uani 1 1 d . . . . .
O2 O 0.4930(7) 0.8207(2) 0.3874(6) 0.0444(17) Uani 1 1 d . . . . .
O1 O 0.3426(7) 0.7635(2) 0.4231(6) 0.0502(19) Uani 1 1 d . . . . .
O3 O 0.1109(7) 0.8203(2) 0.4305(6) 0.052(2) Uani 1 1 d . . . . .
H3 H 0.115780 0.793181 0.419761 0.077 Uiso 1 1 calc R U . . .
C5 C 0.2624(12) 0.9151(4) 0.6866(10) 0.053(3) Uani 1 1 d . . . . .
H5 H 0.236026 0.944449 0.702766 0.063 Uiso 1 1 calc R U . . .
C4 C 0.2501(10) 0.8996(3) 0.5834(9) 0.047(3) Uani 1 1 d . . . . .
C1 C 0.3733(11) 0.8044(3) 0.4151(8) 0.042(3) Uani 1 1 d . . . . .
C6 C 0.3137(13) 0.8866(4) 0.7636(10) 0.062(3) Uani 1 1 d . . . . .
H6 H 0.324760 0.896658 0.833263 0.075 Uiso 1 1 calc R U . . .
C8 C 0.3341(12) 0.8283(4) 0.6363(11) 0.059(3) Uani 1 1 d . . . . .
H8 H 0.358865 0.798679 0.621113 0.071 Uiso 1 1 calc R U . . .
C3 C 0.2821(10) 0.8561(3) 0.5517(9) 0.039(3) Uani 1 1 d . . . . .
C2 C 0.2568(10) 0.8388(3) 0.4403(9) 0.040(3) Uani 1 1 d . . . . .
H2 H 0.262348 0.864147 0.391000 0.047 Uiso 1 1 calc R U . . .
C7 C 0.3502(13) 0.8425(4) 0.7402(11) 0.065(3) Uani 1 1 d . . . . .
H7 H 0.384742 0.822938 0.793529 0.078 Uiso 1 1 calc R U . . .
O6 O 1.1874(7) 0.8585(2) 0.1906(6) 0.054(2) Uani 1 1 d . . . . .
H6A H 1.175738 0.833209 0.165221 0.082 Uiso 1 1 calc R U . . .
O4 O 0.9387(7) 0.8136(2) 0.1221(6) 0.052(2) Uani 1 1 d . . . . .
O5 O 0.8025(7) 0.8537(2) 0.2292(5) 0.0434(17) Uani 1 1 d . . . . .
C9 C 0.9179(11) 0.8453(3) 0.1845(9) 0.040(3) Uani 1 1 d . . . . .
C10 C 1.0469(11) 0.8785(3) 0.2040(9) 0.043(3) Uani 1 1 d . . . . .
H10 H 1.044189 0.892019 0.274588 0.051 Uiso 1 1 calc R U . B 5
O9 O 0.0698(7) 0.7316(2) 1.0895(6) 0.0494(19) Uani 1 1 d . . . . .
H9 H 0.075956 0.759004 1.095640 0.074 Uiso 1 1 calc R U . . .
O7 O 0.3150(7) 0.7862(2) 1.0946(6) 0.0510(19) Uani 1 1 d . . . . .
O8 O 0.4580(7) 0.7256(2) 1.1229(5) 0.0441(18) Uani 1 1 d . . . . .
C25 C 0.3375(10) 0.7450(3) 1.0965(8) 0.038(2) Uani 1 1 d . . . . .
C26 C 0.2076(10) 0.7141(3) 1.0598(9) 0.045(3) Uani 1 1 d . . . . .
H26 H 0.223134 0.683320 1.086351 0.054 Uiso 1 1 calc R U . C 3
N2 N 0.7890(8) 0.8073(2) 0.4283(6) 0.040(2) Uani 1 1 d . . . . .
H2A H 0.692070 0.806173 0.412450 0.060 Uiso 1 1 calc R U . . .
H2B H 0.831081 0.782110 0.406706 0.060 Uiso 1 1 calc R U . . .
H2C H 0.827416 0.830800 0.395819 0.060 Uiso 1 1 calc R U . . .
C42 C 0.8167(11) 0.8121(3) 0.5447(9) 0.047(3) Uani 1 1 d . . . . .
H42 H 0.924148 0.813018 0.559261 0.056 Uiso 1 1 calc R U . . .
C41 C 0.7599(15) 0.7698(4) 0.5977(11) 0.078(4) Uani 1 1 d . . . . .
H41A H 0.805996 0.743768 0.569040 0.118 Uiso 1 1 calc R U . . .
H41B H 0.654677 0.767772 0.584681 0.118 Uiso 1 1 calc R U . . .
H41C H 0.783485 0.771313 0.672667 0.118 Uiso 1 1 calc R U . . .
N3 N 0.5171(8) 0.6947(2) 0.3362(6) 0.038(2) Uani 1 1 d . . . . .
H3A H 0.466919 0.692431 0.273721 0.056 Uiso 1 1 calc R U . . .
H3B H 0.612378 0.699237 0.326034 0.056 Uiso 1 1 calc R U . . .
H3C H 0.482180 0.717695 0.372225 0.056 Uiso 1 1 calc R U . . .
C52 C 0.5230(15) 0.5677(4) 0.3989(10) 0.067(4) Uani 1 1 d . . . . .
H52A H 0.571074 0.568699 0.469473 0.080 Uiso 1 1 calc R U . . .
H52B H 0.417216 0.565626 0.406186 0.080 Uiso 1 1 calc R U . . .
C50 C 0.4999(12) 0.6517(3) 0.3981(8) 0.043(3) Uani 1 1 d . . . . .
H50 H 0.393868 0.646946 0.405297 0.052 Uiso 1 1 calc R U . . .
C53 C 0.5746(16) 0.5264(4) 0.3419(12) 0.082(4) Uani 1 1 d . . . . .
H53A H 0.546326 0.499720 0.379994 0.099 Uiso 1 1 calc R U . . .
H53B H 0.681697 0.526855 0.341453 0.099 Uiso 1 1 calc R U . . .
C49 C 0.5713(13) 0.6591(4) 0.5090(9) 0.065(3) Uani 1 1 d . . . . .
H49A H 0.525578 0.684384 0.541274 0.098 Uiso 1 1 calc R U . . .
H49B H 0.674960 0.664908 0.504283 0.098 Uiso 1 1 calc R U . . .
H49C H 0.558244 0.632692 0.551164 0.098 Uiso 1 1 calc R U . . .
C54 C 0.509(2) 0.5239(4) 0.2272(12) 0.095(5) Uani 1 1 d . . . . .
H54A H 0.547854 0.497717 0.192352 0.114 Uiso 1 1 calc R U . . .
H54B H 0.402210 0.520688 0.227257 0.114 Uiso 1 1 calc R U . . .
C51 C 0.5577(12) 0.6117(3) 0.3391(9) 0.050(3) Uani 1 1 d . . . . .
H51 H 0.665337 0.614614 0.337453 0.060 Uiso 1 1 calc R U . . .
C56 C 0.4930(15) 0.6081(4) 0.2257(10) 0.069(4) Uani 1 1 d . . . . .
H56A H 0.519781 0.634797 0.186930 0.083 Uiso 1 1 calc R U . . .
H56B H 0.386019 0.607230 0.226283 0.083 Uiso 1 1 calc R U . . .
C55 C 0.547(2) 0.5661(4) 0.1674(11) 0.098(5) Uani 1 1 d . . . . .
H55A H 0.500342 0.564987 0.096327 0.117 Uiso 1 1 calc R U . . .
H55B H 0.653063 0.567745 0.161616 0.117 Uiso 1 1 calc R U . . .
N1 N 0.5067(8) 0.8551(2) 0.1754(7) 0.038(2) Uani 1 1 d . . . . .
H1A H 0.603146 0.849894 0.186885 0.057 Uiso 1 1 calc R U . . .
H1B H 0.464627 0.831701 0.141431 0.057 Uiso 1 1 calc R U . . .
H1C H 0.465855 0.858856 0.237130 0.057 Uiso 1 1 calc R U . . .
C36 C 0.4822(16) 0.9808(3) 0.1107(10) 0.074(4) Uani 1 1 d . . . . .
H36A H 0.376046 0.979841 0.095241 0.089 Uiso 1 1 calc R U . . .
H36B H 0.529295 0.980876 0.043701 0.089 Uiso 1 1 calc R U . . .
C35 C 0.5295(12) 0.9389(3) 0.1726(8) 0.048(3) Uani 1 1 d . . . . .
H35 H 0.637544 0.939217 0.183136 0.058 Uiso 1 1 calc R U . . .
C33 C 0.5701(12) 0.8915(4) 0.0097(9) 0.053(3) Uani 1 1 d . . . . .
H33A H 0.535032 0.865403 -0.029054 0.080 Uiso 1 1 calc R U . . .
H33B H 0.673416 0.887961 0.029372 0.080 Uiso 1 1 calc R U . . .
H33C H 0.555799 0.917731 -0.033911 0.080 Uiso 1 1 calc R U . . .
C34 C 0.4842(11) 0.8967(3) 0.1093(8) 0.044(3) Uani 1 1 d . . . . .
H34 H 0.378782 0.899025 0.087782 0.053 Uiso 1 1 calc R U . . .
C40 C 0.4637(13) 0.9402(4) 0.2824(9) 0.058(3) Uani 1 1 d . . . . .
H40A H 0.356952 0.937509 0.273659 0.070 Uiso 1 1 calc R U . . .
H40B H 0.500741 0.914760 0.324093 0.070 Uiso 1 1 calc R U . . .
C37 C 0.522(2) 1.0247(4) 0.1708(12) 0.097(5) Uani 1 1 d . . . . .
H37A H 0.628806 1.027439 0.180603 0.117 Uiso 1 1 calc R U . . .
H37B H 0.485272 1.050355 0.129786 0.117 Uiso 1 1 calc R U . . .
C38 C 0.455(2) 1.0245(4) 0.2777(13) 0.104(5) Uani 1 1 d . . . . .
H38A H 0.484496 1.051472 0.316474 0.125 Uiso 1 1 calc R U . . .
H38B H 0.347852 1.024572 0.267492 0.125 Uiso 1 1 calc R U . . .
C39 C 0.5035(16) 0.9837(4) 0.3411(11) 0.081(4) Uani 1 1 d . . . . .
H39A H 0.456840 0.983944 0.408235 0.097 Uiso 1 1 calc R U . . .
H39B H 0.609753 0.984893 0.355980 0.097 Uiso 1 1 calc R U . . .
N4 N 0.7471(8) 0.7399(2) 1.0801(6) 0.039(2) Uani 1 1 d . . . . .
H4A H 0.799059 0.718553 1.114828 0.059 Uiso 1 1 calc R U . . .
H4B H 0.654259 0.739425 1.099568 0.059 Uiso 1 1 calc R U . . .
H4C H 0.787080 0.766648 1.095163 0.059 Uiso 1 1 calc R U . . .
C57 C 0.6516(13) 0.7673(4) 0.9084(9) 0.063(3) Uani 1 1 d . . . . .
H57A H 0.551300 0.763119 0.927092 0.094 Uiso 1 1 calc R U . . .
H57B H 0.656291 0.765231 0.832883 0.094 Uiso 1 1 calc R U . . .
H57C H 0.685688 0.796455 0.931865 0.094 Uiso 1 1 calc R U . . .
C58 C 0.7486(11) 0.7313(3) 0.9611(8) 0.046(3) Uani 1 1 d . . . . .
H58 H 0.849375 0.738511 0.942266 0.055 Uiso 1 1 calc R U . D 1
C59' C 0.727(3) 0.6843(7) 0.9338(14) 0.040(6) Uani 0.619(16) 1 d D U P E 1
H59' H 0.624360 0.676802 0.945787 0.048 Uiso 0.619(16) 1 calc R U P E 1
C60' C 0.826(2) 0.6507(5) 0.9978(16) 0.051(6) Uani 0.619(16) 1 d D U P E 1
H60C H 0.928152 0.659604 0.993407 0.061 Uiso 0.619(16) 1 calc R U P E 1
H60D H 0.802398 0.652504 1.071663 0.061 Uiso 0.619(16) 1 calc R U P E 1
C61' C 0.809(2) 0.6023(6) 0.9614(14) 0.059(6) Uani 0.619(16) 1 d D U P E 1
H61C H 0.708643 0.592148 0.970958 0.071 Uiso 0.619(16) 1 calc R U P E 1
H61D H 0.876057 0.583289 1.003830 0.071 Uiso 0.619(16) 1 calc R U P E 1
C62' C 0.842(2) 0.5983(7) 0.8450(16) 0.066(6) Uani 0.619(16) 1 d D U P E 1
H62C H 0.828700 0.567406 0.821682 0.080 Uiso 0.619(16) 1 calc R U P E 1
H62D H 0.943937 0.606817 0.835800 0.080 Uiso 0.619(16) 1 calc R U P E 1
C63' C 0.737(2) 0.6294(6) 0.7779(14) 0.054(6) Uani 0.619(16) 1 d D U P E 1
H63C H 0.760978 0.627456 0.704209 0.065 Uiso 0.619(16) 1 calc R U P E 1
H63D H 0.636220 0.619067 0.782887 0.065 Uiso 0.619(16) 1 calc R U P E 1
C64' C 0.748(3) 0.6788(6) 0.8139(15) 0.054(6) Uani 0.619(16) 1 d D U P E 1
H64C H 0.672981 0.696252 0.774335 0.065 Uiso 0.619(16) 1 calc R U P E 1
H64D H 0.843895 0.690656 0.797800 0.065 Uiso 0.619(16) 1 calc R U P E 1
C59 C 0.662(4) 0.6849(12) 0.939(2) 0.051(11) Uani 0.381(16) 1 d D U P E 2
H59 H 0.560149 0.688465 0.959091 0.061 Uiso 0.381(16) 1 calc R U P E 2
C60 C 0.733(3) 0.6452(10) 1.002(3) 0.054(10) Uani 0.381(16) 1 d D U P E 2
H60A H 0.668154 0.619321 0.996027 0.065 Uiso 0.381(16) 1 calc R U P E 2
H60B H 0.745373 0.653440 1.076294 0.065 Uiso 0.381(16) 1 calc R U P E 2
C61 C 0.886(3) 0.6326(11) 0.961(2) 0.045(8) Uani 0.381(16) 1 d D U P E 2
H61A H 0.953907 0.657482 0.974602 0.055 Uiso 0.381(16) 1 calc R U P E 2
H61B H 0.924964 0.606760 1.000222 0.055 Uiso 0.381(16) 1 calc R U P E 2
C62 C 0.880(3) 0.6215(10) 0.841(2) 0.045(8) Uani 0.381(16) 1 d D U P E 2
H62A H 0.823343 0.594239 0.827770 0.054 Uiso 0.381(16) 1 calc R U P E 2
H62B H 0.979384 0.616658 0.818751 0.054 Uiso 0.381(16) 1 calc R U P E 2
C63 C 0.807(3) 0.6613(11) 0.779(2) 0.045(9) Uani 0.381(16) 1 d D U P E 2
H63A H 0.872746 0.687038 0.784060 0.054 Uiso 0.381(16) 1 calc R U P E 2
H63B H 0.793251 0.653019 0.704898 0.054 Uiso 0.381(16) 1 calc R U P E 2
C64 C 0.659(3) 0.6745(10) 0.820(2) 0.045(9) Uani 0.381(16) 1 d D U P E 2
H64A H 0.589032 0.650274 0.804289 0.054 Uiso 0.381(16) 1 calc R U P E 2
H64B H 0.622594 0.700868 0.780866 0.054 Uiso 0.381(16) 1 calc R U P E 2
C27 C 0.197(3) 0.7151(7) 0.9360(13) 0.054(9) Uani 0.52(3) 1 d G U P F 3
C28 C 0.251(3) 0.6785(7) 0.8819(18) 0.062(8) Uani 0.52(3) 1 d G U P F 3
C29 C 0.249(3) 0.6790(8) 0.7719(18) 0.083(10) Uani 0.52(3) 1 d G U P F 3
H29 H 0.284907 0.654461 0.735642 0.100 Uiso 0.52(3) 1 calc R U P F 3
C30 C 0.193(3) 0.7162(9) 0.7159(12) 0.081(10) Uani 0.52(3) 1 d G U P F 3
H30 H 0.191851 0.716493 0.642322 0.097 Uiso 0.52(3) 1 calc R U P F 3
C31 C 0.139(3) 0.7528(7) 0.7701(15) 0.078(9) Uani 0.52(3) 1 d G U P F 3
H31 H 0.101799 0.777679 0.732674 0.094 Uiso 0.52(3) 1 calc R U P F 3
C32 C 0.141(2) 0.7523(6) 0.8801(15) 0.067(8) Uani 0.52(3) 1 d G U P F 3
H32 H 0.104801 0.776834 0.916348 0.080 Uiso 0.52(3) 1 calc R U P F 3
Cl4 Cl 0.3172(10) 0.6290(3) 0.9421(12) 0.078(4) Uani 0.52(3) 1 d . U P F 3
C27' C 0.220(3) 0.7035(8) 0.9432(13) 0.037(7) Uani 0.48(3) 1 d G U P F 4
C28' C 0.270(3) 0.6627(7) 0.9051(17) 0.074(10) Uani 0.48(3) 1 d G U P F 4
C29' C 0.278(3) 0.6562(8) 0.7967(18) 0.091(11) Uani 0.48(3) 1 d G U P F 4
H29' H 0.311643 0.628924 0.771147 0.109 Uiso 0.48(3) 1 calc R U P F 4
C30' C 0.236(3) 0.6905(9) 0.7263(13) 0.069(10) Uani 0.48(3) 1 d G U P F 4
H30' H 0.241116 0.686094 0.653798 0.083 Uiso 0.48(3) 1 calc R U P F 4
C31' C 0.186(3) 0.7312(8) 0.7645(16) 0.078(10) Uani 0.48(3) 1 d G U P F 4
H31' H 0.157418 0.754162 0.717429 0.094 Uiso 0.48(3) 1 calc R U P F 4
C32' C 0.178(3) 0.7378(7) 0.8729(17) 0.057(8) Uani 0.48(3) 1 d G U P F 4
H32' H 0.144246 0.765061 0.898410 0.069 Uiso 0.48(3) 1 calc R U P F 4
Cl4' Cl 0.2999(12) 0.6179(4) 0.9885(13) 0.086(4) Uani 0.48(3) 1 d . U P F 4
Cl2 Cl 0.9464(16) 0.9721(3) 0.2760(10) 0.082(3) Uani 0.70(4) 1 d . U P G 5
C11' C 1.0305(19) 0.9139(5) 0.1199(11) 0.058(6) Uani 0.70(4) 1 d G U P G 5
C12' C 0.982(2) 0.9564(5) 0.1482(12) 0.055(6) Uani 0.70(4) 1 d G U P G 5
C13' C 0.962(2) 0.9897(5) 0.0715(16) 0.085(7) Uani 0.70(4) 1 d G U P G 5
H13' H 0.930005 1.018207 0.090434 0.102 Uiso 0.70(4) 1 calc R U P G 5
C14' C 0.990(2) 0.9806(6) -0.0333(14) 0.088(8) Uani 0.70(4) 1 d G U P G 5
H14' H 0.976334 1.002870 -0.084551 0.106 Uiso 0.70(4) 1 calc R U P G 5
C15' C 1.038(2) 0.9380(7) -0.0615(11) 0.084(7) Uani 0.70(4) 1 d G U P G 5
H15' H 1.056558 0.931875 -0.131675 0.101 Uiso 0.70(4) 1 calc R U P G 5
C16' C 1.0583(18) 0.9047(6) 0.0151(12) 0.063(6) Uani 0.70(4) 1 d G U P G 5
H16' H 1.090452 0.876216 -0.003814 0.075 Uiso 0.70(4) 1 calc R U P G 5
Cl2' Cl 0.907(3) 0.9659(6) 0.2977(16) 0.052(6) Uani 0.30(4) 1 d . U P G 6
C11 C 1.006(4) 0.9238(10) 0.137(2) 0.007(9) Uani 0.30(4) 1 d G U P G 6
C12 C 0.946(4) 0.9631(10) 0.176(2) 0.043(12) Uani 0.30(4) 1 d G U P G 6
C13 C 0.918(5) 0.9995(10) 0.109(3) 0.063(14) Uani 0.30(4) 1 d G U P G 6
H13 H 0.877841 1.025814 0.134981 0.076 Uiso 0.30(4) 1 calc R U P G 6
C14 C 0.950(5) 0.9968(13) 0.003(3) 0.080(18) Uani 0.30(4) 1 d G U P G 6
H14 H 0.930992 1.021152 -0.042056 0.096 Uiso 0.30(4) 1 calc R U P G 6
C15 C 1.010(6) 0.9575(16) -0.036(2) 0.082(19) Uani 0.30(4) 1 d G U P G 6
H15 H 1.031358 0.955621 -0.107214 0.099 Uiso 0.30(4) 1 calc R U P G 6
C16 C 1.038(5) 0.9210(13) 0.031(2) 0.080(18) Uani 0.30(4) 1 d G U P G 6
H16 H 1.078573 0.894751 0.004665 0.096 Uiso 0.30(4) 1 calc R U P G 6
Cl3 Cl -0.021(3) 0.5720(2) 0.2193(7) 0.086(4) Uani 0.64(4) 1 d . U P H 7
C19 C 0.043(2) 0.6300(5) 0.3794(12) 0.072(12) Uani 0.64(4) 1 d G U P H 7
C20 C 0.003(2) 0.5862(5) 0.3516(11) 0.043(5) Uani 0.64(4) 1 d G U P H 7
C21 C -0.020(2) 0.5546(4) 0.4300(15) 0.060(7) Uani 0.64(4) 1 d G U P H 7
H21 H -0.047182 0.525281 0.411319 0.072 Uiso 0.64(4) 1 calc R U P H 7
C22 C -0.003(2) 0.5667(6) 0.5362(13) 0.081(8) Uani 0.64(4) 1 d G U P H 7
H22 H -0.018099 0.545488 0.588626 0.097 Uiso 0.64(4) 1 calc R U P H 7
C23 C 0.038(2) 0.6104(6) 0.5640(10) 0.072(7) Uani 0.64(4) 1 d G U P H 7
H23 H 0.049173 0.618515 0.635115 0.087 Uiso 0.64(4) 1 calc R U P H 7
C24 C 0.060(2) 0.6421(4) 0.4857(14) 0.051(6) Uani 0.64(4) 1 d G U P H 7
H24 H 0.087363 0.671335 0.504298 0.061 Uiso 0.64(4) 1 calc R U P H 7
Cl3' Cl 0.074(4) 0.5785(7) 0.2009(17) 0.090(8) Uani 0.36(4) 1 d . U P H 8
C19' C 0.034(3) 0.6334(6) 0.3781(17) 0.004(9) Uani 0.36(4) 1 d G U P H 8
C20' C 0.051(4) 0.5913(8) 0.3323(18) 0.062(14) Uani 0.36(4) 1 d G U P H 8
C21' C 0.043(4) 0.5527(6) 0.394(3) 0.070(13) Uani 0.36(4) 1 d G U P H 8
H21' H 0.053316 0.524489 0.363181 0.083 Uiso 0.36(4) 1 calc R U P H 8
C22' C 0.019(4) 0.5562(9) 0.501(3) 0.069(13) Uani 0.36(4) 1 d G U P H 8
H22' H 0.013434 0.530351 0.542333 0.082 Uiso 0.36(4) 1 calc R U P H 8
C23' C 0.003(4) 0.5983(12) 0.5470(19) 0.088(17) Uani 0.36(4) 1 d G U P H 8
H23' H -0.013277 0.600654 0.618791 0.106 Uiso 0.36(4) 1 calc R U P H 8
C24' C 0.011(4) 0.6369(8) 0.4854(18) 0.048(12) Uani 0.36(4) 1 d G U P H 8
H24' H -0.000106 0.665095 0.516098 0.057 Uiso 0.36(4) 1 calc R U P H 8
C43 C 0.7542(12) 0.8562(4) 0.5854(9) 0.058(3) Uani 1 1 d D . . . .
H43 H 0.646065 0.854305 0.578554 0.070 Uiso 1 1 calc R U . . .
C44 C 0.8013(14) 0.8966(3) 0.5212(9) 0.061(3) Uani 1 1 d D . . . .
H44A H 0.758260 0.892251 0.449826 0.074 Uiso 1 1 calc R U . I 9
H44B H 0.907538 0.894138 0.516731 0.074 Uiso 1 1 calc R U . I 9
C45' C 0.771(4) 0.9458(8) 0.550(3) 0.058(9) Uani 0.49(6) 1 d D U P J 9
H45A H 0.827537 0.965954 0.507810 0.069 Uiso 0.49(6) 1 calc R U P J 9
H45B H 0.666518 0.952670 0.537168 0.069 Uiso 0.49(6) 1 calc R U P J 9
C46' C 0.816(4) 0.9508(11) 0.665(3) 0.084(13) Uani 0.49(6) 1 d D U P J 9
H46A H 0.786350 0.980196 0.689761 0.100 Uiso 0.49(6) 1 calc R U P J 9
H46B H 0.922637 0.948557 0.675381 0.100 Uiso 0.49(6) 1 calc R U P J 9
C47' C 0.744(3) 0.9142(8) 0.730(3) 0.050(9) Uani 0.49(6) 1 d D U P J 9
H47A H 0.637277 0.915673 0.716870 0.060 Uiso 0.49(6) 1 calc R U P J 9
H47B H 0.765262 0.920174 0.805096 0.060 Uiso 0.49(6) 1 calc R U P J 9
C45 C 0.737(4) 0.9363(12) 0.582(3) 0.086(11) Uani 0.51(6) 1 d D U P J 10
H45C H 0.753223 0.963701 0.542741 0.103 Uiso 0.51(6) 1 calc R U P J 10
H45D H 0.631155 0.932019 0.583802 0.103 Uiso 0.51(6) 1 calc R U P J 10
C46 C 0.799(4) 0.9428(8) 0.694(2) 0.069(10) Uani 0.51(6) 1 d D U P J 10
H46C H 0.758718 0.970126 0.722530 0.083 Uiso 0.51(6) 1 calc R U P J 10
H46D H 0.905757 0.946279 0.693712 0.083 Uiso 0.51(6) 1 calc R U P J 10
C47 C 0.762(5) 0.9021(11) 0.764(3) 0.129(16) Uani 0.51(6) 1 d D U P J 10
H47C H 0.818903 0.903178 0.831630 0.155 Uiso 0.51(6) 1 calc R U P J 10
H47D H 0.657241 0.901932 0.777919 0.155 Uiso 0.51(6) 1 calc R U P J 10
C48 C 0.8004(16) 0.8626(4) 0.7033(10) 0.090(5) Uani 1 1 d D . . . .
H48A H 0.906824 0.859979 0.715610 0.108 Uiso 1 1 calc R U . J 9
H48B H 0.752986 0.840461 0.746480 0.108 Uiso 1 1 calc R U . J 9
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O12 H12 109.5 . . ?
O10 C17 O11 124.3(9) . . ?
O10 C17 C18 117.8(10) . . ?
O11 C17 C18 117.8(10) . . ?
O12 C18 C19' 111.4(12) . . ?
O12 C18 C17 110.9(8) . . ?
C19' C18 C17 106.2(12) . . ?
O12 C18 C19 109.2(10) . . ?
C17 C18 C19 110.0(10) . . ?
O12 C18 H18 108.9 . . ?
C17 C18 H18 108.9 . . ?
C19 C18 H18 108.9 . . ?
C2 O3 H3 109.5 . . ?
C6 C5 C4 118.4(11) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C5 C4 C3 125.2(10) . . ?
C5 C4 Cl1 115.8(9) . . ?
C3 C4 Cl1 119.0(9) . . ?
O1 C1 O2 126.6(9) . . ?
O1 C1 C2 118.5(9) . . ?
O2 C1 C2 115.0(9) . . ?
C5 C6 C7 121.0(12) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C7 C8 C3 123.6(11) . . ?
C7 C8 H8 118.2 . . ?
C3 C8 H8 118.2 . . ?
C4 C3 C8 113.2(11) . . ?
C4 C3 C2 124.4(9) . . ?
C8 C3 C2 122.3(9) . . ?
O3 C2 C3 107.6(8) . . ?
O3 C2 C1 112.0(8) . . ?
C3 C2 C1 110.9(8) . . ?
O3 C2 H2 108.8 . . ?
C3 C2 H2 108.8 . . ?
C1 C2 H2 108.8 . . ?
C8 C7 C6 118.6(12) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C10 O6 H6A 109.5 . . ?
O5 C9 O4 126.8(9) . . ?
O5 C9 C10 116.8(10) . . ?
O4 C9 C10 116.3(10) . . ?
O6 C10 C11' 105.1(10) . . ?
O6 C10 C9 113.0(8) . . ?
C11' C10 C9 107.0(10) . . ?
O6 C10 C11 117.4(14) . . ?
C9 C10 C11 107.5(13) . . ?
O6 C10 H10 110.5 . . ?
C11' C10 H10 110.5 . . ?
C9 C10 H10 110.5 . . ?
C26 O9 H9 109.5 . . ?
O7 C25 O8 126.5(9) . . ?
O7 C25 C26 117.5(9) . . ?
O8 C25 C26 116.0(9) . . ?
O9 C26 C27' 116.6(13) . . ?
O9 C26 C25 111.6(8) . . ?
C27' C26 C25 108.4(11) . . ?
O9 C26 C27 104.5(12) . . ?
C25 C26 C27 106.9(11) . . ?
O9 C26 H26 111.2 . . ?
C25 C26 H26 111.2 . . ?
C27 C26 H26 111.2 . . ?
C42 N2 H2A 109.5 . . ?
C42 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C42 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
N2 C42 C41 108.3(9) . . ?
N2 C42 C43 111.8(8) . . ?
C41 C42 C43 114.7(10) . . ?
N2 C42 H42 107.2 . . ?
C41 C42 H42 107.2 . . ?
C43 C42 H42 107.2 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C50 N3 H3A 109.5 . . ?
C50 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C50 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C53 C52 C51 112.0(10) . . ?
C53 C52 H52A 109.2 . . ?
C51 C52 H52A 109.2 . . ?
C53 C52 H52B 109.2 . . ?
C51 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?
N3 C50 C51 111.1(8) . . ?
N3 C50 C49 107.7(8) . . ?
C51 C50 C49 115.2(9) . . ?
N3 C50 H50 107.5 . . ?
C51 C50 H50 107.5 . . ?
C49 C50 H50 107.5 . . ?
C52 C53 C54 112.1(11) . . ?
C52 C53 H53A 109.2 . . ?
C54 C53 H53A 109.2 . . ?
C52 C53 H53B 109.2 . . ?
C54 C53 H53B 109.2 . . ?
H53A C53 H53B 107.9 . . ?
C50 C49 H49A 109.5 . . ?
C50 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C50 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C55 C54 C53 110.1(12) . . ?
C55 C54 H54A 109.6 . . ?
C53 C54 H54A 109.6 . . ?
C55 C54 H54B 109.6 . . ?
C53 C54 H54B 109.6 . . ?
H54A C54 H54B 108.2 . . ?
C50 C51 C56 113.2(9) . . ?
C50 C51 C52 109.7(9) . . ?
C56 C51 C52 108.8(9) . . ?
C50 C51 H51 108.4 . . ?
C56 C51 H51 108.4 . . ?
C52 C51 H51 108.4 . . ?
C51 C56 C55 113.1(11) . . ?
C51 C56 H56A 109.0 . . ?
C55 C56 H56A 109.0 . . ?
C51 C56 H56B 109.0 . . ?
C55 C56 H56B 109.0 . . ?
H56A C56 H56B 107.8 . . ?
C54 C55 C56 110.1(11) . . ?
C54 C55 H55A 109.6 . . ?
C56 C55 H55A 109.6 . . ?
C54 C55 H55B 109.6 . . ?
C56 C55 H55B 109.6 . . ?
H55A C55 H55B 108.1 . . ?
C34 N1 H1A 109.5 . . ?
C34 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C34 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C35 C36 C37 112.8(11) . . ?
C35 C36 H36A 109.0 . . ?
C37 C36 H36A 109.0 . . ?
C35 C36 H36B 109.0 . . ?
C37 C36 H36B 109.0 . . ?
H36A C36 H36B 107.8 . . ?
C36 C35 C34 110.1(9) . . ?
C36 C35 C40 109.4(9) . . ?
C34 C35 C40 112.5(8) . . ?
C36 C35 H35 108.2 . . ?
C34 C35 H35 108.2 . . ?
C40 C35 H35 108.2 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N1 C34 C33 108.5(8) . . ?
N1 C34 C35 111.2(8) . . ?
C33 C34 C35 112.3(8) . . ?
N1 C34 H34 108.2 . . ?
C33 C34 H34 108.2 . . ?
C35 C34 H34 108.2 . . ?
C39 C40 C35 111.5(9) . . ?
C39 C40 H40A 109.3 . . ?
C35 C40 H40A 109.3 . . ?
C39 C40 H40B 109.3 . . ?
C35 C40 H40B 109.3 . . ?
H40A C40 H40B 108.0 . . ?
C38 C37 C36 109.9(11) . . ?
C38 C37 H37A 109.7 . . ?
C36 C37 H37A 109.7 . . ?
C38 C37 H37B 109.7 . . ?
C36 C37 H37B 109.7 . . ?
H37A C37 H37B 108.2 . . ?
C39 C38 C37 111.0(12) . . ?
C39 C38 H38A 109.4 . . ?
C37 C38 H38A 109.4 . . ?
C39 C38 H38B 109.4 . . ?
C37 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
C38 C39 C40 111.7(11) . . ?
C38 C39 H39A 109.3 . . ?
C40 C39 H39A 109.3 . . ?
C38 C39 H39B 109.3 . . ?
C40 C39 H39B 109.3 . . ?
H39A C39 H39B 107.9 . . ?
C58 N4 H4A 109.5 . . ?
C58 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C58 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C58 C57 H57A 109.5 . . ?
C58 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C58 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59' C58 C57 120.7(11) . . ?
C59' C58 N4 112.7(10) . . ?
C57 C58 N4 106.1(8) . . ?
C57 C58 C59 105.4(14) . . ?
N4 C58 C59 106.6(13) . . ?
C59' C58 H58 105.3 . . ?
C57 C58 H58 105.3 . . ?
N4 C58 H58 105.3 . . ?
C58 C59' C60' 115.9(16) . . ?
C58 C59' C64' 108.3(14) . . ?
C60' C59' C64' 110.4(17) . . ?
C58 C59' H59' 107.3 . . ?
C60' C59' H59' 107.3 . . ?
C64' C59' H59' 107.3 . . ?
C61' C60' C59' 114.3(16) . . ?
C61' C60' H60C 108.7 . . ?
C59' C60' H60C 108.7 . . ?
C61' C60' H60D 108.7 . . ?
C59' C60' H60D 108.7 . . ?
H60C C60' H60D 107.6 . . ?
C60' C61' C62' 110.2(17) . . ?
C60' C61' H61C 109.6 . . ?
C62' C61' H61C 109.6 . . ?
C60' C61' H61D 109.6 . . ?
C62' C61' H61D 109.6 . . ?
H61C C61' H61D 108.1 . . ?
C61' C62' C63' 109.5(16) . . ?
C61' C62' H62C 109.8 . . ?
C63' C62' H62C 109.8 . . ?
C61' C62' H62D 109.8 . . ?
C63' C62' H62D 109.8 . . ?
H62C C62' H62D 108.2 . . ?
C64' C63' C62' 112.5(16) . . ?
C64' C63' H63C 109.1 . . ?
C62' C63' H63C 109.1 . . ?
C64' C63' H63D 109.1 . . ?
C62' C63' H63D 109.1 . . ?
H63C C63' H63D 107.8 . . ?
C63' C64' C59' 112.5(15) . . ?
C63' C64' H64C 109.1 . . ?
C59' C64' H64C 109.1 . . ?
C63' C64' H64D 109.1 . . ?
C59' C64' H64D 109.1 . . ?
H64C C64' H64D 107.8 . . ?
C64 C59 C60 110(3) . . ?
C64 C59 C58 109(2) . . ?
C60 C59 C58 112(2) . . ?
C64 C59 H59 108.5 . . ?
C60 C59 H59 108.5 . . ?
C58 C59 H59 108.5 . . ?
C59 C60 C61 111(3) . . ?
C59 C60 H60A 109.4 . . ?
C61 C60 H60A 109.4 . . ?
C59 C60 H60B 109.4 . . ?
C61 C60 H60B 109.4 . . ?
H60A C60 H60B 108.0 . . ?
C62 C61 C60 113(2) . . ?
C62 C61 H61A 108.9 . . ?
C60 C61 H61A 108.9 . . ?
C62 C61 H61B 108.9 . . ?
C60 C61 H61B 108.9 . . ?
H61A C61 H61B 107.7 . . ?
C61 C62 C63 109(2) . . ?
C61 C62 H62A 109.9 . . ?
C63 C62 H62A 109.9 . . ?
C61 C62 H62B 109.9 . . ?
C63 C62 H62B 109.9 . . ?
H62A C62 H62B 108.3 . . ?
C64 C63 C62 113(2) . . ?
C64 C63 H63A 109.0 . . ?
C62 C63 H63A 109.0 . . ?
C64 C63 H63B 109.0 . . ?
C62 C63 H63B 109.0 . . ?
H63A C63 H63B 107.8 . . ?
C63 C64 C59 115(3) . . ?
C63 C64 H64A 108.6 . . ?
C59 C64 H64A 108.6 . . ?
C63 C64 H64B 108.6 . . ?
C59 C64 H64B 108.6 . . ?
H64A C64 H64B 107.6 . . ?
C28 C27 C32 120.0 . . ?
C28 C27 C26 118.2(13) . . ?
C32 C27 C26 121.7(13) . . ?
C27 C28 C29 120.0 . . ?
C27 C28 Cl4 124.6(13) . . ?
C29 C28 Cl4 115.4(13) . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.0 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C27 120.0 . . ?
C31 C32 H32 120.0 . . ?
C27 C32 H32 120.0 . . ?
C28' C27' C32' 120.0 . . ?
C28' C27' C26 124.1(15) . . ?
C32' C27' C26 115.9(15) . . ?
C29' C28' C27' 120.0 . . ?
C29' C28' Cl4' 118.9(14) . . ?
C27' C28' Cl4' 120.5(14) . . ?
C30' C29' C28' 120.0 . . ?
C30' C29' H29' 120.0 . . ?
C28' C29' H29' 120.0 . . ?
C29' C30' C31' 120.0 . . ?
C29' C30' H30' 120.0 . . ?
C31' C30' H30' 120.0 . . ?
C32' C31' C30' 120.0 . . ?
C32' C31' H31' 120.0 . . ?
C30' C31' H31' 120.0 . . ?
C31' C32' C27' 120.0 . . ?
C31' C32' H32' 120.0 . . ?
C27' C32' H32' 120.0 . . ?
C12' C11' C16' 120.0 . . ?
C12' C11' C10 118.4(10) . . ?
C16' C11' C10 121.5(10) . . ?
C13' C12' C11' 120.0 . . ?
C13' C12' Cl2 115.7(9) . . ?
C11' C12' Cl2 124.3(9) . . ?
C12' C13' C14' 120.0 . . ?
C12' C13' H13' 120.0 . . ?
C14' C13' H13' 120.0 . . ?
C15' C14' C13' 120.0 . . ?
C15' C14' H14' 120.0 . . ?
C13' C14' H14' 120.0 . . ?
C14' C15' C16' 120.0 . . ?
C14' C15' H15' 120.0 . . ?
C16' C15' H15' 120.0 . . ?
C15' C16' C11' 120.0 . . ?
C15' C16' H16' 120.0 . . ?
C11' C16' H16' 120.0 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 C10 126.3(18) . . ?
C16 C11 C10 113.7(18) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 Cl2' 119.9(18) . . ?
C13 C12 Cl2' 120.1(18) . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C20 C19 C24 120.0 . . ?
C20 C19 C18 126.0(12) . . ?
C24 C19 C18 113.6(12) . . ?
C19 C20 C21 120.0 . . ?
C19 C20 Cl3 119.3(10) . . ?
C21 C20 Cl3 120.7(10) . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C20' C19' C24' 120.0 . . ?
C20' C19' C18 112.1(16) . . ?
C24' C19' C18 127.8(16) . . ?
C21' C20' C19' 120.0 . . ?
C21' C20' Cl3' 111.7(15) . . ?
C19' C20' Cl3' 128.3(15) . . ?
C22' C21' C20' 120.0 . . ?
C22' C21' H21' 120.0 . . ?
C20' C21' H21' 120.0 . . ?
C21' C22' C23' 120.0 . . ?
C21' C22' H22' 120.0 . . ?
C23' C22' H22' 120.0 . . ?
C24' C23' C22' 120.0 . . ?
C24' C23' H23' 120.0 . . ?
C22' C23' H23' 120.0 . . ?
C23' C24' C19' 120.0 . . ?
C23' C24' H24' 120.0 . . ?
C19' C24' H24' 120.0 . . ?
C44 C43 C42 112.1(8) . . ?
C44 C43 C48 110.6(9) . . ?
C42 C43 C48 110.3(10) . . ?
C44 C43 H43 107.9 . . ?
C42 C43 H43 107.9 . . ?
C48 C43 H43 107.9 . . ?
C43 C44 C45' 124.3(17) . . ?
C43 C44 C45 102(2) . . ?
C43 C44 H44A 106.3 . . ?
C45' C44 H44A 106.3 . . ?
C43 C44 H44B 106.3 . . ?
C45' C44 H44B 106.3 . . ?
H44A C44 H44B 106.4 . . ?
C46' C45' C44 106(2) . . ?
C46' C45' H45A 110.4 . . ?
C44 C45' H45A 110.4 . . ?
C46' C45' H45B 110.4 . . ?
C44 C45' H45B 110.4 . . ?
H45A C45' H45B 108.6 . . ?
C45' C46' C47' 111(2) . . ?
C45' C46' H46A 109.5 . . ?
C47' C46' H46A 109.5 . . ?
C45' C46' H46B 109.5 . . ?
C47' C46' H46B 109.5 . . ?
H46A C46' H46B 108.1 . . ?
C46' C47' C48 113(2) . . ?
C46' C47' H47A 108.9 . . ?
C48 C47' H47A 108.9 . . ?
C46' C47' H47B 108.9 . . ?
C48 C47' H47B 108.9 . . ?
H47A C47' H47B 107.7 . . ?
C46 C45 C44 116(2) . . ?
C46 C45 H45C 108.3 . . ?
C44 C45 H45C 108.3 . . ?
C46 C45 H45D 108.3 . . ?
C44 C45 H45D 108.3 . . ?
H45C C45 H45D 107.4 . . ?
C45 C46 C47 111(2) . . ?
C45 C46 H46C 109.5 . . ?
C47 C46 H46C 109.5 . . ?
C45 C46 H46D 109.5 . . ?
C47 C46 H46D 109.5 . . ?
H46C C46 H46D 108.0 . . ?
C48 C47 C46 104.7(19) . . ?
C48 C47 H47C 110.8 . . ?
C46 C47 H47C 110.8 . . ?
C48 C47 H47D 110.8 . . ?
C46 C47 H47D 110.8 . . ?
H47C C47 H47D 108.9 . . ?
C47 C48 C43 123(2) . . ?
C43 C48 C47' 104.1(14) . . ?
C43 C48 H48A 110.9 . . ?
C47' C48 H48A 110.9 . . ?
C43 C48 H48B 110.9 . . ?
C47' C48 H48B 110.9 . . ?
H48A C48 H48B 109.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O12 C18 1.421(11) . ?
O12 H12 0.8200 . ?
O10 C17 1.261(12) . ?
O11 C17 1.273(12) . ?
C17 C18 1.515(14) . ?
C18 C19' 1.48(2) . ?
C18 C19 1.559(15) . ?
C18 H18 0.9800 . ?
Cl1 C4 1.772(10) . ?
O2 C1 1.256(11) . ?
O1 C1 1.253(11) . ?
O3 C2 1.430(10) . ?
O3 H3 0.8200 . ?
C5 C6 1.352(16) . ?
C5 C4 1.382(15) . ?
C5 H5 0.9300 . ?
C4 C3 1.387(13) . ?
C1 C2 1.516(13) . ?
C6 C7 1.386(16) . ?
C6 H6 0.9300 . ?
C8 C7 1.380(16) . ?
C8 C3 1.411(15) . ?
C8 H8 0.9300 . ?
C3 C2 1.504(14) . ?
C2 H2 0.9800 . ?
C7 H7 0.9300 . ?
O6 C10 1.423(11) . ?
O6 H6A 0.8200 . ?
O4 C9 1.251(12) . ?
O5 C9 1.241(12) . ?
C9 C10 1.536(13) . ?
C10 C11' 1.497(14) . ?
C10 C11 1.62(3) . ?
C10 H10 0.9800 . ?
O9 C26 1.423(11) . ?
O9 H9 0.8200 . ?
O7 C25 1.241(11) . ?
O8 C25 1.262(11) . ?
C25 C26 1.543(13) . ?
C26 C27' 1.517(19) . ?
C26 C27 1.562(19) . ?
C26 H26 0.9800 . ?
N2 C42 1.486(13) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
C42 C41 1.527(14) . ?
C42 C43 1.529(15) . ?
C42 H42 0.9800 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
N3 C50 1.511(11) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
C52 C53 1.511(16) . ?
C52 C51 1.551(14) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C50 C51 1.513(14) . ?
C50 C49 1.524(14) . ?
C50 H50 0.9800 . ?
C53 C54 1.536(19) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C54 C55 1.514(17) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C51 C56 1.521(16) . ?
C51 H51 0.9800 . ?
C56 C55 1.544(15) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
N1 C34 1.499(11) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C36 C35 1.518(14) . ?
C36 C37 1.542(16) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C35 C34 1.532(13) . ?
C35 C40 1.542(14) . ?
C35 H35 0.9800 . ?
C33 C34 1.526(14) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34 0.9800 . ?
C40 C39 1.523(15) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C37 C38 1.514(18) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.505(18) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
N4 C58 1.526(12) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
C57 C58 1.513(14) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 C59' 1.45(2) . ?
C58 C59 1.60(4) . ?
C58 H58 0.9800 . ?
C59' C60' 1.54(2) . ?
C59' C64' 1.55(2) . ?
C59' H59' 0.9800 . ?
C60' C61' 1.516(19) . ?
C60' H60C 0.9700 . ?
C60' H60D 0.9700 . ?
C61' C62' 1.52(2) . ?
C61' H61C 0.9700 . ?
C61' H61D 0.9700 . ?
C62' C63' 1.54(2) . ?
C62' H62C 0.9700 . ?
C62' H62D 0.9700 . ?
C63' C64' 1.54(2) . ?
C63' H63C 0.9700 . ?
C63' H63D 0.9700 . ?
C64' H64C 0.9700 . ?
C64' H64D 0.9700 . ?
C59 C64 1.53(3) . ?
C59 C60 1.54(3) . ?
C59 H59 0.9800 . ?
C60 C61 1.55(3) . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C61 C62 1.54(2) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C62 C63 1.55(2) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C63 C64 1.52(2) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C27 C28 1.3900 . ?
C27 C32 1.3900 . ?
C28 C29 1.3900 . ?
C28 Cl4 1.746(17) . ?
C29 C30 1.3900 . ?
C29 H29 0.9300 . ?
C30 C31 1.3900 . ?
C30 H30 0.9300 . ?
C31 C32 1.3900 . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C27' C28' 1.3900 . ?
C27' C32' 1.3900 . ?
C28' C29' 1.3900 . ?
C28' Cl4' 1.710(19) . ?
C29' C30' 1.3900 . ?
C29' H29' 0.9300 . ?
C30' C31' 1.3900 . ?
C30' H30' 0.9300 . ?
C31' C32' 1.3900 . ?
C31' H31' 0.9300 . ?
C32' H32' 0.9300 . ?
Cl2 C12' 1.731(14) . ?
C11' C12' 1.3900 . ?
C11' C16' 1.3900 . ?
C12' C13' 1.3900 . ?
C13' C14' 1.3900 . ?
C13' H13' 0.9300 . ?
C14' C15' 1.3900 . ?
C14' H14' 0.9300 . ?
C15' C16' 1.3900 . ?
C15' H15' 0.9300 . ?
C16' H16' 0.9300 . ?
Cl2' C12 1.60(3) . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
Cl3 C20 1.725(15) . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
C21 H21 0.9300 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
Cl3' C20' 1.73(3) . ?
C19' C20' 1.3900 . ?
C19' C24' 1.3900 . ?
C20' C21' 1.3900 . ?
C21' C22' 1.3900 . ?
C21' H21' 0.9300 . ?
C22' C23' 1.3900 . ?
C22' H22' 0.9300 . ?
C23' C24' 1.3900 . ?
C23' H23' 0.9300 . ?
C24' H24' 0.9300 . ?
C43 C44 1.524(14) . ?
C43 C48 1.536(14) . ?
C43 H43 0.9800 . ?
C44 C45' 1.53(2) . ?
C44 C45 1.54(2) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45' C46' 1.50(2) . ?
C45' H45A 0.9700 . ?
C45' H45B 0.9700 . ?
C46' C47' 1.53(3) . ?
C46' H46A 0.9700 . ?
C46' H46B 0.9700 . ?
C47' C48 1.66(2) . ?
C47' H47A 0.9700 . ?
C47' H47B 0.9700 . ?
C45 C46 1.50(2) . ?
C45 H45C 0.9700 . ?
C45 H45D 0.9700 . ?
C46 C47 1.55(3) . ?
C46 H46C 0.9700 . ?
C46 H46D 0.9700 . ?
C47 C48 1.46(2) . ?
C47 H47C 0.9700 . ?
C47 H47D 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O10 C17 C18 O12 -23.6(14) . . . . ?
O11 C17 C18 O12 159.7(9) . . . . ?
O10 C17 C18 C19' 97.6(13) . . . . ?
O11 C17 C18 C19' -79.1(14) . . . . ?
O10 C17 C18 C19 97.3(12) . . . . ?
O11 C17 C18 C19 -79.4(13) . . . . ?
C6 C5 C4 C3 2.1(16) . . . . ?
C6 C5 C4 Cl1 -179.2(8) . . . . ?
C4 C5 C6 C7 -1.4(17) . . . . ?
C5 C4 C3 C8 -1.7(14) . . . . ?
Cl1 C4 C3 C8 179.7(7) . . . . ?
C5 C4 C3 C2 175.0(9) . . . . ?
Cl1 C4 C3 C2 -3.7(13) . . . . ?
C7 C8 C3 C4 0.6(15) . . . . ?
C7 C8 C3 C2 -176.1(10) . . . . ?
C4 C3 C2 O3 -90.3(10) . . . . ?
C8 C3 C2 O3 86.1(10) . . . . ?
C4 C3 C2 C1 146.9(9) . . . . ?
C8 C3 C2 C1 -36.7(12) . . . . ?
O1 C1 C2 O3 -22.6(14) . . . . ?
O2 C1 C2 O3 157.2(9) . . . . ?
O1 C1 C2 C3 97.6(11) . . . . ?
O2 C1 C2 C3 -82.6(11) . . . . ?
C3 C8 C7 C6 -0.1(17) . . . . ?
C5 C6 C7 C8 0.5(17) . . . . ?
O5 C9 C10 O6 154.9(9) . . . . ?
O4 C9 C10 O6 -27.6(13) . . . . ?
O5 C9 C10 C11' -89.9(13) . . . . ?
O4 C9 C10 C11' 87.6(13) . . . . ?
O5 C9 C10 C11 -74.0(17) . . . . ?
O4 C9 C10 C11 103.5(16) . . . . ?
O7 C25 C26 O9 -35.5(13) . . . . ?
O8 C25 C26 O9 146.2(9) . . . . ?
O7 C25 C26 C27' 94.1(14) . . . . ?
O8 C25 C26 C27' -84.1(14) . . . . ?
O7 C25 C26 C27 78.1(14) . . . . ?
O8 C25 C26 C27 -100.1(13) . . . . ?
C51 C52 C53 C54 -56.0(15) . . . . ?
C52 C53 C54 C55 56.8(17) . . . . ?
N3 C50 C51 C56 -52.2(12) . . . . ?
C49 C50 C51 C56 -174.9(10) . . . . ?
N3 C50 C51 C52 -173.9(9) . . . . ?
C49 C50 C51 C52 63.4(12) . . . . ?
C53 C52 C51 C50 178.4(11) . . . . ?
C53 C52 C51 C56 54.1(14) . . . . ?
C50 C51 C56 C55 -177.4(10) . . . . ?
C52 C51 C56 C55 -55.2(14) . . . . ?
C53 C54 C55 C56 -56.1(18) . . . . ?
C51 C56 C55 C54 57.7(17) . . . . ?
C37 C36 C35 C34 179.0(11) . . . . ?
C37 C36 C35 C40 54.9(14) . . . . ?
C36 C35 C34 N1 -170.6(9) . . . . ?
C40 C35 C34 N1 -48.3(12) . . . . ?
C36 C35 C34 C33 67.6(12) . . . . ?
C40 C35 C34 C33 -170.1(9) . . . . ?
C36 C35 C40 C39 -54.2(13) . . . . ?
C34 C35 C40 C39 -176.9(10) . . . . ?
C35 C36 C37 C38 -56.4(17) . . . . ?
C36 C37 C38 C39 56.3(18) . . . . ?
C37 C38 C39 C40 -57.4(17) . . . . ?
C35 C40 C39 C38 56.4(15) . . . . ?
C57 C58 C59' C60' -176.1(14) . . . . ?
N4 C58 C59' C60' -49(2) . . . . ?
C57 C58 C59' C64' 59(2) . . . . ?
N4 C58 C59' C64' -173.9(14) . . . . ?
C58 C59' C60' C61' -175.5(18) . . . . ?
C64' C59' C60' C61' -52(3) . . . . ?
C59' C60' C61' C62' 58(2) . . . . ?
C60' C61' C62' C63' -58(2) . . . . ?
C61' C62' C63' C64' 57(2) . . . . ?
C62' C63' C64' C59' -53(3) . . . . ?
C58 C59' C64' C63' 176.5(18) . . . . ?
C60' C59' C64' C63' 49(3) . . . . ?
C57 C58 C59 C64 67(2) . . . . ?
N4 C58 C59 C64 179.6(19) . . . . ?
C57 C58 C59 C60 -171(2) . . . . ?
N4 C58 C59 C60 -58(3) . . . . ?
C64 C59 C60 C61 53(4) . . . . ?
C58 C59 C60 C61 -69(3) . . . . ?
C59 C60 C61 C62 -56(4) . . . . ?
C60 C61 C62 C63 54(3) . . . . ?
C61 C62 C63 C64 -53(3) . . . . ?
C62 C63 C64 C59 54(4) . . . . ?
C60 C59 C64 C63 -53(4) . . . . ?
C58 C59 C64 C63 71(3) . . . . ?
O9 C26 C27 C28 -138.3(11) . . . . ?
C25 C26 C27 C28 103.3(13) . . . . ?
O9 C26 C27 C32 44.5(16) . . . . ?
C25 C26 C27 C32 -73.9(16) . . . . ?
C32 C27 C28 C29 0.0 . . . . ?
C26 C27 C28 C29 -177.2(19) . . . . ?
C32 C27 C28 Cl4 -177.6(19) . . . . ?
C26 C27 C28 Cl4 5.3(17) . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
Cl4 C28 C29 C30 177.8(17) . . . . ?
C28 C29 C30 C31 0.0 . . . . ?
C29 C30 C31 C32 0.0 . . . . ?
C30 C31 C32 C27 0.0 . . . . ?
C28 C27 C32 C31 0.0 . . . . ?
C26 C27 C32 C31 177(2) . . . . ?
O9 C26 C27' C28' -129.3(14) . . . . ?
C25 C26 C27' C28' 103.8(15) . . . . ?
O9 C26 C27' C32' 50.8(16) . . . . ?
C25 C26 C27' C32' -76.0(15) . . . . ?
C32' C27' C28' C29' 0.0 . . . . ?
C26 C27' C28' C29' -180(2) . . . . ?
C32' C27' C28' Cl4' -171.5(19) . . . . ?
C26 C27' C28' Cl4' 9(2) . . . . ?
C27' C28' C29' C30' 0.0 . . . . ?
Cl4' C28' C29' C30' 171.7(19) . . . . ?
C28' C29' C30' C31' 0.0 . . . . ?
C29' C30' C31' C32' 0.0 . . . . ?
C30' C31' C32' C27' 0.0 . . . . ?
C28' C27' C32' C31' 0.0 . . . . ?
C26 C27' C32' C31' 179.9(19) . . . . ?
O6 C10 C11' C12' -133.2(9) . . . . ?
C9 C10 C11' C12' 106.4(11) . . . . ?
O6 C10 C11' C16' 48.5(12) . . . . ?
C9 C10 C11' C16' -71.8(13) . . . . ?
C16' C11' C12' C13' 0.0 . . . . ?
C10 C11' C12' C13' -178.2(14) . . . . ?
C16' C11' C12' Cl2 -179.2(13) . . . . ?
C10 C11' C12' Cl2 2.6(14) . . . . ?
C11' C12' C13' C14' 0.0 . . . . ?
Cl2 C12' C13' C14' 179.3(12) . . . . ?
C12' C13' C14' C15' 0.0 . . . . ?
C13' C14' C15' C16' 0.0 . . . . ?
C14' C15' C16' C11' 0.0 . . . . ?
C12' C11' C16' C15' 0.0 . . . . ?
C10 C11' C16' C15' 178.2(14) . . . . ?
O6 C10 C11 C12 -133(2) . . . . ?
C9 C10 C11 C12 98(2) . . . . ?
O6 C10 C11 C16 46(2) . . . . ?
C9 C10 C11 C16 -82(2) . . . . ?
C16 C11 C12 C13 0.0 . . . . ?
C10 C11 C12 C13 180(3) . . . . ?
C16 C11 C12 Cl2' 179(3) . . . . ?
C10 C11 C12 Cl2' -2(3) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
Cl2' C12 C13 C14 -179(3) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C11 0.0 . . . . ?
C12 C11 C16 C15 0.0 . . . . ?
C10 C11 C16 C15 -180(2) . . . . ?
O12 C18 C19 C20 -125.6(13) . . . . ?
C17 C18 C19 C20 112.4(15) . . . . ?
O12 C18 C19 C24 61.3(12) . . . . ?
C17 C18 C19 C24 -60.6(13) . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C18 C19 C20 C21 -172.6(17) . . . . ?
C24 C19 C20 Cl3 179.2(13) . . . . ?
C18 C19 C20 Cl3 6.6(14) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
Cl3 C20 C21 C22 -179.2(14) . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C18 C19 C24 C23 173.5(15) . . . . ?
O12 C18 C19' C20' -101.2(17) . . . . ?
C17 C18 C19' C20' 137.9(16) . . . . ?
O12 C18 C19' C24' 75(2) . . . . ?
C17 C18 C19' C24' -46(2) . . . . ?
C24' C19' C20' C21' 0.0 . . . . ?
C18 C19' C20' C21' 176.6(19) . . . . ?
C24' C19' C20' Cl3' 177(3) . . . . ?
C18 C19' C20' Cl3' -6(2) . . . . ?
C19' C20' C21' C22' 0.0 . . . . ?
Cl3' C20' C21' C22' -178(2) . . . . ?
C20' C21' C22' C23' 0.0 . . . . ?
C21' C22' C23' C24' 0.0 . . . . ?
C22' C23' C24' C19' 0.0 . . . . ?
C20' C19' C24' C23' 0.0 . . . . ?
C18 C19' C24' C23' -176(2) . . . . ?
N2 C42 C43 C44 -49.8(11) . . . . ?
C41 C42 C43 C44 -173.5(10) . . . . ?
N2 C42 C43 C48 -173.4(8) . . . . ?
C41 C42 C43 C48 62.8(12) . . . . ?
C42 C43 C44 C45' -173.0(15) . . . . ?
C48 C43 C44 C45' -49.5(19) . . . . ?
C42 C43 C44 C45 -175.4(14) . . . . ?
C48 C43 C44 C45 -52.0(16) . . . . ?
C43 C44 C45' C46' 48(3) . . . . ?
C44 C45' C46' C47' -52(3) . . . . ?
C45' C46' C47' C48 65(3) . . . . ?
C43 C44 C45 C46 64(3) . . . . ?
C44 C45 C46 C47 -64(4) . . . . ?
C45 C46 C47 C48 48(4) . . . . ?
C46 C47 C48 C43 -47(4) . . . . ?
C44 C43 C48 C47 54(2) . . . . ?
C42 C43 C48 C47 178(2) . . . . ?
C44 C43 C48 C47' 48.3(15) . . . . ?
C42 C43 C48 C47' 172.8(12) . . . . ?
C46' C47' C48 C43 -61(2) . . . . ?
